Cheap flights from Chicago to Los Cabos

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Travel tip: An amazing kayak and snorkeling tour!! We booked for the Three Bay adventure tour which lasted about 4-5 hours including the trip to and back from the departure point. We were given quick instructions before we set sail, then hopped into the kayaks and went down to the Santa Maria bay for some snorkeling. Being a living reef we saw colorful fishes and interesting-looking plants, not to mention the water was so clear, we could see each other for quite a long distance. After that back in the...

Check our current prices for flights from Chicago to Los Cabos. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Chicago to Los Cabos, you will need to run a search below.

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From $333 / RT details

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Cheap Los Cabos airfares from $333/RT are provided by Cheapoair.com. Outbound flight is leaving on 05/01/2025, 07:25 am from Chicago O`hare (ORD) airport and arrives at Los Cabos (SJD) at 08:04 pm. The flight time is 12 hours and 39 minutes. The Returning flight departes on 05/05/2025, 11:07 am (other return dates are also available). Date posted: 31 Jan 2025

Price evolution for flights From Chicago To Los Cabos

Price overview for flights from Chicago to Los Cabos

Recent Deals on Flights from Chicago to Los Cabos:Roundtrip / Oneway

  • $333Volaris flight Volaris 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)05/01/202507:25 am
    Los Cabos, MX (SJD)Chicago, IL (ORD)05/05/202511:07 am
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  • $422Volaris flight Volaris 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)04/22/202501:55 am
    Los Cabos, MX (SJD)Chicago, IL (ORD)04/29/202512:20 pm
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  • $470Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)05/01/202505:30 pm
    Los Cabos, MX (SJD)Chicago, IL (ORD)05/05/202511:07 am
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  • $507Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)04/22/202501:55 am
    Los Cabos, MX (SJD)Chicago, IL (ORD)04/29/202512:20 pm
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  • $511Multiple Airlines flight Multiple Airlines 
    FromToDepartureTime
    Chicago, IL (MDW)Los Cabos, MX (SJD)04/22/202506:00 am
    Los Cabos, MX (SJD)Chicago, IL (MDW)04/29/202512:20 pm
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  • $505Volaris flight Volaris 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)03/21/202507:23 am
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  • $682Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)03/21/202507:05 am
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  • $683Aeromexico flight Aeromexico 
    FromToDepartureTime
    Chicago, IL (ORD)Los Cabos, MX (SJD)03/22/202506:15 am
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Know what to do when flying to Los Cabos?

Los Cabos Travel Guide The city of Los Cabos is surrounded by turquoise waters, beautiful beaches, and golden deserts. This location of Los Cabos right at the tip of Baja California Sur makes it an awesome spot for tourists to regularly hit the city so as to enjoy [...]
Los Cabos History Los Cabos is a beautiful city located on the tip of the Mexican peninsula. Its history spans 14,000 years, when it is said that the first people here were Europeans. However,though there were people living in Cabo San Lucas for thousands of [...]
Los Cabos Sightseeing The city of Los Cabos is famous for its winds and waves. It is famous for its fishing, cruising, surfing, diving, and the awesome breeze which flows in and around the city due to the proximity of sea with the city of Los Cabos. If you hit the [...]
Los Cabos Nightlife The city of Los Cabos is as good with its night entertainment as it is with its day entertainment. Same is the reason why the city of Los Cabos has become such an important tourist destination for the tourism department of Mexico. Nightlife in [...]
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